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4-Methylenenonane synthesis

5synthesis methods
4-Methylenenonane

33717-91-8
1 suppliers
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627-20-3 Synthesis
CIS-2-PENTENE

627-20-3
49 suppliers
$59.00/1g

19150-21-1 Synthesis
TRANS-3-DECENE

19150-21-1
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19398-88-0 Synthesis
CIS-4-DECENE

19398-88-0
11 suppliers
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CIS-3-DECENE

19398-86-8
7 suppliers
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Yield:33717-91-8 2.8%

Reaction Conditions:

2-[1-(2,4,6-trimethylphenylimino)ethyl]-6-[1-(4-eicosanoxy-3,5-diphenylphenylimino)ethyl]pyridine cobalt[II] chloride tetrakis[3,5-bis(trifluoromethyl)phenyl]borate;trimethylsilylmethyllithium at 20; under 750.075 Torr;Product distribution / selectivity;

Steps:

30

In an inert atmosphere (in dry box) in a stirred vessel at ambient temperature, 1-pentene(4. 6 g; 65. 7 mmol) was dimerised to a mixture of linear cis and trans 3-decene and 4-decene (2.8% wt 2-propyl-l-heptene is the main branched impurity), using 11.3 pmol cationic Co [II] catalyst,2- [l- (2, 4,6-trimethylphenylimino) ethyl]-6- [l- (4-eicosanoxy-3, 5-diphenylphenylimino) ethyl] pyridine cobalt [II] chloride tetrakis [3,5- bis [trifluoromethyl) phenyl] borate, activated by addition of 1 equivalent ofMe3SiCH2Li (alkylation), instead of MAO. 1-Pentene was converted to linear cis/trans 3- decenes and 4-decenes (2.8% wt 2-propyl-l-heptene is the main branched impurity) and cis/trans 2-pentene in about equal amounts.

References:

WO2005/90371,2005,A1 Location in patent:Page/Page column 90-93